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$8,750,000

Set amid 53 acres of protected Virginia countryside in the heart of The Plains, Look Up Farm stands among the Capital Region’s most remarkable private estates. Surrounded by blue ridge mountain vistas on the front of the home, while the back of the home enjoys rolling pastures and horses grazing in the distance, pastoral countryside views and hay bales resting on the land in spring and fall. The property evokes the character of an upper-crust Colonial-era estate. Completed in 2020 through the collaboration of Potomac Valley Builders and Foster Zimmerman Architects, the home achieves a level of refinement rarely encountered among newly built country properties. A long, sweeping approach reveals a façade of vibrant old-world stone and clapboard beneath a slate and metal roof, accented by copper gutters and custom milled wood shutters. Windsor windows frame pastoral views in every direction, while balanced proportions and classical symmetry establish an immediate sense of quiet authority. The traditional center hall foyer introduces 11,850 finished square feet arranged with clarity and intention, anchored by a dramatic double-height stair hall crowned by a Ralph Lauren lantern with lift. The great room centers on an Isokern Bvetto fireplace and opens seamlessly to the expansive rear terrace. Craftsmanship is evident throughout, from ten-inch-wide French oak flooring to one-and-a-quarter-inch TruStile paneled doors finished with Emtek hardware. Refined millwork creates a gallery-like backdrop for bespoke lighting by Visual Comfort, Urban Electric, and Hector Finch. Select spaces introduce depth and character, including a stately library finished in Farrow & Ball De Nimes Blue and a formal dining room positioned along a transverse gallery that separates entertaining and living spaces. At the heart of the residence lies the chef’s kitchen, designed for both daily living and large-scale entertaining. Custom inset cabinetry and Vermont Danby marble frame a substantial center island, while a Wolf dual-fuel range anchors a comprehensive appliance suite with integrated Sub-Zero refrigeration and a built-in espresso system. A fully appointed butler’s pantry enhances functionality. The main-level primary suite occupies a private wing with direct terrace access, a masonry fireplace, generous dressing space, and a spa-inspired marble bath with a glass-enclosed shower and built-in soaking tub. A separate guest wing offers exceptional flexibility with two ensuite bedrooms, full kitchen, office, and independent living spaces. Upstairs, four additional bedroom suites each feature en suite baths and walk-in closets, alongside a sitting room, wet bar, and secondary laundry. In total, the residence includes eight bedrooms, nine full baths, and three half baths. The lower level is designed for leisure and gathering, anchored by a recreation room with a full wet bar and complemented by a dedicated home theater with enhanced sound insulation and integrated audiovisual systems. An exercise room, additional bath, and bunk rooms complete the level with direct terrace access. Behind the scenes, an elevator, whole-house generator, Carrier HVAC, security system, Sonos audio, and Savant automation are seamlessly integrated. Exterior lighting casts a warm glow at dusk, reinforcing the home’s timeless architectural character. The surrounding acreage unfolds into sweeping lawns, mature tree lines, and expansive vistas characteristic of this storied equestrian region, offering privacy while remaining within convenient reach of Middleburg and Washington. With its scale, architectural integrity, curated finishes, and advanced systems, Look Up Farm stands as a rare offering. It is a newly built country estate that honors classical design while delivering the expectations of modern living, crafted not simply as a residence but as a generational property of lasting significance within one of Virginia’s most enduring landscapes.

8 Beds ⋅ 12 Baths

Set amid 53 acres of protected Virginia countryside in the heart of The Plains, Look Up Farm stands among the Capital Region’s most remarkable private estates. Surrounded by blue ridge mountain vistas on the front of the home, while the back of the home enjoys rolling pastures and horses grazing in the distance, pastoral countryside views and hay bales resting on the land in spring and fall. The property evokes the character of an upper-crust Colonial-era estate. Completed in 2020 through the collaboration of Potomac Valley Builders and Foster Zimmerman Architects, the home achieves a level of refinement rarely encountered among newly built country properties. A long, sweeping approach reveals a façade of vibrant old-world stone and clapboard beneath a slate and metal roof, accented by copper gutters and custom milled wood shutters. Windsor windows frame pastoral views in every direction, while balanced proportions and classical symmetry establish an immediate sense of quiet authority. The traditional center hall foyer introduces 11,850 finished square feet arranged with clarity and intention, anchored by a dramatic double-height stair hall crowned by a Ralph Lauren lantern with lift. The great room centers on an Isokern Bvetto fireplace and opens seamlessly to the expansive rear terrace. Craftsmanship is evident throughout, from ten-inch-wide French oak flooring to one-and-a-quarter-inch TruStile paneled doors finished with Emtek hardware. Refined millwork creates a gallery-like backdrop for bespoke lighting by Visual Comfort, Urban Electric, and Hector Finch. Select spaces introduce depth and character, including a stately library finished in Farrow & Ball De Nimes Blue and a formal dining room positioned along a transverse gallery that separates entertaining and living spaces. At the heart of the residence lies the chef’s kitchen, designed for both daily living and large-scale entertaining. Custom inset cabinetry and Vermont Danby marble frame a substantial center island, while a Wolf dual-fuel range anchors a comprehensive appliance suite with integrated Sub-Zero refrigeration and a built-in espresso system. A fully appointed butler’s pantry enhances functionality. The main-level primary suite occupies a private wing with direct terrace access, a masonry fireplace, generous dressing space, and a spa-inspired marble bath with a glass-enclosed shower and built-in soaking tub. A separate guest wing offers exceptional flexibility with two ensuite bedrooms, full kitchen, office, and independent living spaces. Upstairs, four additional bedroom suites each feature en suite baths and walk-in closets, alongside a sitting room, wet bar, and secondary laundry. In total, the residence includes eight bedrooms, nine full baths, and three half baths. The lower level is designed for leisure and gathering, anchored by a recreation room with a full wet bar and complemented by a dedicated home theater with enhanced sound insulation and integrated audiovisual systems. An exercise room, additional bath, and bunk rooms complete the level with direct terrace access. Behind the scenes, an elevator, whole-house generator, Carrier HVAC, security system, Sonos audio, and Savant automation are seamlessly integrated. Exterior lighting casts a warm glow at dusk, reinforcing the home’s timeless architectural character. The surrounding acreage unfolds into sweeping lawns, mature tree lines, and expansive vistas characteristic of this storied equestrian region, offering privacy while remaining within convenient reach of Middleburg and Washington. With its scale, architectural integrity, curated finishes, and advanced systems, Look Up Farm stands as a rare offering. It is a newly built country estate that honors classical design while delivering the expectations of modern living, crafted not simply as a residence but as a generational property of lasting significance within one of Virginia’s most enduring landscapes.

7316 Old Carters Mill Road, The Plains

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

$4,450,000

Welcome to Far Field. Desirable location off of a paved road between Middleburg and The Plains in the heart of Virginia Horse and Wine Country. The home sits on a knoll overlooking 87 acres and borders Little River. The gracious home was designed for the current owner with family living and entertaining in mind. A large foyer eases the flow to a large living room, formal dining room with attached butler's pantry, office and paneled library/den. Beautiful oak hardwood floors and two wood burning fireplaces enhance this level. The country kitchen has ample room for dining and relaxing, as well as meal preparation. The living room, den, kitchen and foyer all open onto stone terraces. A large laundry/mudroom with half bath is located next to the kitchen and leads to the attached two car garage. The primary bedroom suite is ideally sited on the main level as well. Four additional bedrooms, three with en suite baths, are found on the second floor. Views of the farm are enjoyed from each bedroom. There is a full basement with two separate stairway entrances. The basement currently is used as a work shop and houses the hvac equipment and water heater, but its size ( approximately 2000 square feet) lends itself to a future home theatre, gym or additional play space for children. The land is a mixture of hay fields, horse paddocks and mature woods. Each paddock has water and electricity as well as a shelter for your horses. A pond sits at one edge of the property. Surrounded by farms protected from further development, the views from Farfield are protected forever. Buried fiber delivers high speed internet, allowing a convenient work from home environment. For the equestrian, there is a European style four stall stable next to the home. There are six additional stalls in a separate barn on the property. The land is fenced and cross fenced and there are several run in sheds for the horses. There are several good locations for, and plenty of room to add, an indoor and/or outdoor arena. A large equipment barn is ready for the storage of your farm equipment. The farm sits in the midst of Orange County Hounds territory and the ride out opportunities are wonderful. The farm includes a two bedroom tenant/guest house which could be expanded if needed. There is a back up generator on site in case of power outages. Please don't miss the video and floorplans in the document section. This is a rare opportunity to purchase a move in ready farm in the most desired location with easy access to both Interstate 66 and Route 50.

4 Beds ⋅ 6 Baths

Welcome to Far Field. Desirable location off of a paved road between Middleburg and The Plains in the heart of Virginia Horse and Wine Country. The home sits on a knoll overlooking 87 acres and borders Little River. The gracious home was designed for the current owner with family living and entertaining in mind. A large foyer eases the flow to a large living room, formal dining room with attached butler's pantry, office and paneled library/den. Beautiful oak hardwood floors and two wood burning fireplaces enhance this level. The country kitchen has ample room for dining and relaxing, as well as meal preparation. The living room, den, kitchen and foyer all open onto stone terraces. A large laundry/mudroom with half bath is located next to the kitchen and leads to the attached two car garage. The primary bedroom suite is ideally sited on the main level as well. Four additional bedrooms, three with en suite baths, are found on the second floor. Views of the farm are enjoyed from each bedroom. There is a full basement with two separate stairway entrances. The basement currently is used as a work shop and houses the hvac equipment and water heater, but its size ( approximately 2000 square feet) lends itself to a future home theatre, gym or additional play space for children. The land is a mixture of hay fields, horse paddocks and mature woods. Each paddock has water and electricity as well as a shelter for your horses. A pond sits at one edge of the property. Surrounded by farms protected from further development, the views from Farfield are protected forever. Buried fiber delivers high speed internet, allowing a convenient work from home environment. For the equestrian, there is a European style four stall stable next to the home. There are six additional stalls in a separate barn on the property. The land is fenced and cross fenced and there are several run in sheds for the horses. There are several good locations for, and plenty of room to add, an indoor and/or outdoor arena. A large equipment barn is ready for the storage of your farm equipment. The farm sits in the midst of Orange County Hounds territory and the ride out opportunities are wonderful. The farm includes a two bedroom tenant/guest house which could be expanded if needed. There is a back up generator on site in case of power outages. Please don't miss the video and floorplans in the document section. This is a rare opportunity to purchase a move in ready farm in the most desired location with easy access to both Interstate 66 and Route 50.

3418 Halfway Road, The Plains

Listing courtesy of Thomas and Talbot Estate Properties, Inc.. Contact:

Selling Office: .

$3,250,000

Oak Hollow — A Harmonious Haven of Craftsmanship and Nature Tucked away in Orange County Hunt territory, minutes from The Plains and I-66, lies Oak Hollow, a breathtaking 30-acre farm that blends refined architecture with the timeless tranquility of nature. This extraordinary property is a masterwork of Craftsman style, deeply influenced by the quiet elegance of Japanese design—drawing inspiration from none other than the revered Katsura Imperial Villa, one of Japan’s most beautiful architectural treasures. Every inch of Oak Hollow is handcrafted with reverence for natural materials and a philosophy of balance and serenity. Custom designed and built in the mid 1980's, the sprawling main residence is composed of warm, exposed woods and simple, graceful lines that invite nature in at every turn. Large windows frame curated views: to one side, a small koi pond reflects the sky; to the other, a shimmering black bottom pool gives way to a larger pond that stretches toward the tree-line. As you explore the home and its surroundings, the garden tells a quiet story. Close to the home, the landscape is intimate and detailed, a living tapestry of meticulously arranged plants, water features, and stones. Venture further, and the gardens gradually loosen into open farm fields, blending with the broader rhythm of the land. This transition—from crafted garden to expansive farmland—is seamless, embodying the Japanese ideal of a space at peace with itself. Paths meander through what feels like an unfinished Japanese walking garden—evocative, poetic, alive in its evolution. Water flows gently through the land, connecting the home to a series of serene, terraced ponds below. The grounds could be an arboretum in their own right, rich with native Virginian species and hidden corners of botanical wonder. The gardens and fields are abundant with plants native to the Virginia Piedmont and Blue Ridge Mountains, filled with enough species to qualify as a Level 1 arboretum. As you enter Oak Hollow, the barn greets you to the right—offering seven well-appointed stalls and generous turnout pastures. A simple, grass riding ring sits across the drive. The main living room is a revelation—anchored by handcrafted built-ins, including butterfly joints inspired by George Nakashima. and oriented toward dual vistas. Throughout the home—living room, dining room, family room, and primary suite—custom woodwork and timeless design elements abound. The main house residence, approximately 3,400 SF, offers three serene bedrooms and three finely appointed baths. The primary suite is a true retreat, complete with a private office set at the rear of the home, overlooking the layered gardens, pond, and distant forest—a perfect vantage point for inspiration or quiet reflection. Connected by a softly lit covered walkway, the guest house, 1,600 SF, offers yet another space of tranquil refinement. With soaring vaulted ceilings, exposed beams, a full kitchen, spacious living area, primary bedroom, bath, and ample storage, it mirrors the craftsmanship and calm of the main residence—yet feels like its own meditative escape. Oak Hollow is more than a home. It is a sanctuary—where architecture, land, and water exist in perfect harmony. It’s a rare and beautiful place, both connected and secluded, just minutes from modern convenience. SUBDIVISION creating one an additional lot ( 4.5 acres) is allowable.

4 Beds ⋅ 4 Baths

Oak Hollow — A Harmonious Haven of Craftsmanship and Nature Tucked away in Orange County Hunt territory, minutes from The Plains and I-66, lies Oak Hollow, a breathtaking 30-acre farm that blends refined architecture with the timeless tranquility of nature. This extraordinary property is a masterwork of Craftsman style, deeply influenced by the quiet elegance of Japanese design—drawing inspiration from none other than the revered Katsura Imperial Villa, one of Japan’s most beautiful architectural treasures. Every inch of Oak Hollow is handcrafted with reverence for natural materials and a philosophy of balance and serenity. Custom designed and built in the mid 1980's, the sprawling main residence is composed of warm, exposed woods and simple, graceful lines that invite nature in at every turn. Large windows frame curated views: to one side, a small koi pond reflects the sky; to the other, a shimmering black bottom pool gives way to a larger pond that stretches toward the tree-line. As you explore the home and its surroundings, the garden tells a quiet story. Close to the home, the landscape is intimate and detailed, a living tapestry of meticulously arranged plants, water features, and stones. Venture further, and the gardens gradually loosen into open farm fields, blending with the broader rhythm of the land. This transition—from crafted garden to expansive farmland—is seamless, embodying the Japanese ideal of a space at peace with itself. Paths meander through what feels like an unfinished Japanese walking garden—evocative, poetic, alive in its evolution. Water flows gently through the land, connecting the home to a series of serene, terraced ponds below. The grounds could be an arboretum in their own right, rich with native Virginian species and hidden corners of botanical wonder. The gardens and fields are abundant with plants native to the Virginia Piedmont and Blue Ridge Mountains, filled with enough species to qualify as a Level 1 arboretum. As you enter Oak Hollow, the barn greets you to the right—offering seven well-appointed stalls and generous turnout pastures. A simple, grass riding ring sits across the drive. The main living room is a revelation—anchored by handcrafted built-ins, including butterfly joints inspired by George Nakashima. and oriented toward dual vistas. Throughout the home—living room, dining room, family room, and primary suite—custom woodwork and timeless design elements abound. The main house residence, approximately 3,400 SF, offers three serene bedrooms and three finely appointed baths. The primary suite is a true retreat, complete with a private office set at the rear of the home, overlooking the layered gardens, pond, and distant forest—a perfect vantage point for inspiration or quiet reflection. Connected by a softly lit covered walkway, the guest house, 1,600 SF, offers yet another space of tranquil refinement. With soaring vaulted ceilings, exposed beams, a full kitchen, spacious living area, primary bedroom, bath, and ample storage, it mirrors the craftsmanship and calm of the main residence—yet feels like its own meditative escape. Oak Hollow is more than a home. It is a sanctuary—where architecture, land, and water exist in perfect harmony. It’s a rare and beautiful place, both connected and secluded, just minutes from modern convenience. SUBDIVISION creating one an additional lot ( 4.5 acres) is allowable.

7263 Little River Lane, The Plains

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: .

$1,803,000

Set in a highly sought-after and convenient location in the heart of Virginia’s famed Hunt Country, Blue Bench at 3079 Halfway Rd presents an exceptional nearly 10-acre retreat offering the perfect balance of privacy, sophistication, and accessibility. Completely renovated and truly turnkey, the residence is nestled within a serene canopy of mature trees, bordered by stone walls and Long Branch Creek running through it, creating a peaceful, cocoon-like setting that feels worlds away—yet is ideally positioned just minutes from Middleburg and The Plains, only 7 minutes to Route 66 and approximately 55 minutes to downtown Washington, DC. Thoughtfully designed with an open floor plan, the home is filled with abundant natural light and offers seamless indoor-outdoor flow, making it equally suited for relaxed everyday living and elegant entertaining. The main level features a beautifully appointed kitchen anchored by a striking rectangular chestnut island, a welcoming great room with a wood-burning fireplace, and a main-level primary suite with direct access to the expansive deck. A gracious foyer is complemented by a convenient half bath, while an office just off the kitchen—accessed through a charming Dutch door—offers a quiet workspace complete with a walk-in pantry. A large mudroom and dedicated laundry area further enhance everyday functionality on this level. Outdoors, a private oasis awaits with a spacious deck, large pool, and hot tub overlooking the surrounding landscape. Upstairs, three additional bedrooms, a den, and a full bath provide comfortable accommodations for family and guests, while the fully finished lower level offers additional living space, a half bath, and generous storage. A newly built oversized two-car garage adds exceptional functionality, with ample room for utility vehicles, a workshop, and dedicated storage for equipment. Additional highlights include a new generator. Surrounded by the rolling landscapes, equestrian culture, and nearby vineyards that define Hunt Country living, 3079 Halfway Rd presents a rare opportunity to experience the very best of Virginia’s countryside—whether as a full-time residence or an elegant weekend retreat.

4 Beds ⋅ 4 Baths

Set in a highly sought-after and convenient location in the heart of Virginia’s famed Hunt Country, Blue Bench at 3079 Halfway Rd presents an exceptional nearly 10-acre retreat offering the perfect balance of privacy, sophistication, and accessibility. Completely renovated and truly turnkey, the residence is nestled within a serene canopy of mature trees, bordered by stone walls and Long Branch Creek running through it, creating a peaceful, cocoon-like setting that feels worlds away—yet is ideally positioned just minutes from Middleburg and The Plains, only 7 minutes to Route 66 and approximately 55 minutes to downtown Washington, DC. Thoughtfully designed with an open floor plan, the home is filled with abundant natural light and offers seamless indoor-outdoor flow, making it equally suited for relaxed everyday living and elegant entertaining. The main level features a beautifully appointed kitchen anchored by a striking rectangular chestnut island, a welcoming great room with a wood-burning fireplace, and a main-level primary suite with direct access to the expansive deck. A gracious foyer is complemented by a convenient half bath, while an office just off the kitchen—accessed through a charming Dutch door—offers a quiet workspace complete with a walk-in pantry. A large mudroom and dedicated laundry area further enhance everyday functionality on this level. Outdoors, a private oasis awaits with a spacious deck, large pool, and hot tub overlooking the surrounding landscape. Upstairs, three additional bedrooms, a den, and a full bath provide comfortable accommodations for family and guests, while the fully finished lower level offers additional living space, a half bath, and generous storage. A newly built oversized two-car garage adds exceptional functionality, with ample room for utility vehicles, a workshop, and dedicated storage for equipment. Additional highlights include a new generator. Surrounded by the rolling landscapes, equestrian culture, and nearby vineyards that define Hunt Country living, 3079 Halfway Rd presents a rare opportunity to experience the very best of Virginia’s countryside—whether as a full-time residence or an elegant weekend retreat.

3079 Halfway Road, The Plains

Listing courtesy of Washington Fine Properties ,LLC. Contact:

Selling Office: .

$1,580,000

Designed with refined craftsmanship and classic proportions, 7150 Kenthurst blends gracious scale with warmth and livability. This 5 bed, 4.5 bath Wetherburne-built home is over 6,000 square feet and set on a private, wooded lot in The Plains. Proximity to amenities ( 5 miles from The Plains exit and drives of 6 miles to either Marshall or Warrenton ) make this a convenient location for unique dining, coffee shops, grocery stores and day-to-day needs. Formal and informal living areas flow seamlessly throughout the home, creating an ideal setting for both entertaining and everyday life. The main and second levels feature hardwood flooring throughout, complemented by wood-burning fireplaces that anchor the home’s inviting living spaces. Ornate architectural details—including coffered ceilings, dental moulding, and fine millwork—reflect the quality and care evident throughout the home. Other key highlights of the home include: Spacious primary suite featuring sitting room, exercise room, and newly updated bath with a freestanding soaking tub Largely finished basement with a bedroom and full bath Newly installed metal roof (2022) Cedar closets Carriage house Propane tank is owned outright PRE-QUALIFIED BUYERS ONLY PLEASE. 2 HOURS NOTICE FOR SHOWINGS. Owner/agent.

5 Beds ⋅ 5 Baths

Designed with refined craftsmanship and classic proportions, 7150 Kenthurst blends gracious scale with warmth and livability. This 5 bed, 4.5 bath Wetherburne-built home is over 6,000 square feet and set on a private, wooded lot in The Plains. Proximity to amenities ( 5 miles from The Plains exit and drives of 6 miles to either Marshall or Warrenton ) make this a convenient location for unique dining, coffee shops, grocery stores and day-to-day needs. Formal and informal living areas flow seamlessly throughout the home, creating an ideal setting for both entertaining and everyday life. The main and second levels feature hardwood flooring throughout, complemented by wood-burning fireplaces that anchor the home’s inviting living spaces. Ornate architectural details—including coffered ceilings, dental moulding, and fine millwork—reflect the quality and care evident throughout the home. Other key highlights of the home include: Spacious primary suite featuring sitting room, exercise room, and newly updated bath with a freestanding soaking tub Largely finished basement with a bedroom and full bath Newly installed metal roof (2022) Cedar closets Carriage house Propane tank is owned outright PRE-QUALIFIED BUYERS ONLY PLEASE. 2 HOURS NOTICE FOR SHOWINGS. Owner/agent.

7150 Kenthurst Lane, The Plains

Listing courtesy of Walker & Company Real Estate. Contact:

Selling Office: .

$1,025,000

Welcome to the Cottage at Merry Oaks, a tastefully appointed three-bedroom, two-bath home that captures the charm and warmth of an English country cottage. Set in a private, picturesque setting, the property is surrounded by beautifully landscaped gardens featuring mature trees, flowering plantings, stone walls, flagstone terraces, and winding garden paths. Ideally located between the village of The Plains and the town of Warrenton, the home offers convenient access to major airports and Washington, D.C., while still providing the serenity of Virginia’s countryside. A welcoming foyer with tumbled stone flooring and custom finishes leads to the living room, formal dining room, and a handsome library featuring exposed beams and a fireplace with gas logs. French doors throughout enhance the flow between living spaces and invite natural light Just beyond the library, a charming sunroom with slate flooring overlooks the gardens and opens onto two enclosed exercise yards—perfect for pets or outdoor play. The home offers three comfortable bedrooms, including a spacious primary suite. A fourth bedroom has been transformed into an exceptional walk-in closet and dressing room. The kitchen is a chef’s dream, complete with an AGA stove, Shaw farmhouse sink, soapstone countertops, and a large island. Exposed beams and hardwood floors add warmth, while a cozy gathering area makes the kitchen the heart of the home. A well-organized laundry room is conveniently located just off the kitchen. Additional features include an attached garage with automatic carriage-style doors and abundant storage, as well as a backup generator for peace of mind. From this enchanting home, it’s easy to enjoy all that Virginia’s countryside has to offer. Nearby wineries, historic sites, and equestrian venues—including Great Meadow and Morningside Training Center—are just minutes away. The Cottage at Merry Oaks offers the perfect blend of timeless charm, modern comfort, and tranquil country living.

3 Beds ⋅ 2 Baths

Welcome to the Cottage at Merry Oaks, a tastefully appointed three-bedroom, two-bath home that captures the charm and warmth of an English country cottage. Set in a private, picturesque setting, the property is surrounded by beautifully landscaped gardens featuring mature trees, flowering plantings, stone walls, flagstone terraces, and winding garden paths. Ideally located between the village of The Plains and the town of Warrenton, the home offers convenient access to major airports and Washington, D.C., while still providing the serenity of Virginia’s countryside. A welcoming foyer with tumbled stone flooring and custom finishes leads to the living room, formal dining room, and a handsome library featuring exposed beams and a fireplace with gas logs. French doors throughout enhance the flow between living spaces and invite natural light Just beyond the library, a charming sunroom with slate flooring overlooks the gardens and opens onto two enclosed exercise yards—perfect for pets or outdoor play. The home offers three comfortable bedrooms, including a spacious primary suite. A fourth bedroom has been transformed into an exceptional walk-in closet and dressing room. The kitchen is a chef’s dream, complete with an AGA stove, Shaw farmhouse sink, soapstone countertops, and a large island. Exposed beams and hardwood floors add warmth, while a cozy gathering area makes the kitchen the heart of the home. A well-organized laundry room is conveniently located just off the kitchen. Additional features include an attached garage with automatic carriage-style doors and abundant storage, as well as a backup generator for peace of mind. From this enchanting home, it’s easy to enjoy all that Virginia’s countryside has to offer. Nearby wineries, historic sites, and equestrian venues—including Great Meadow and Morningside Training Center—are just minutes away. The Cottage at Merry Oaks offers the perfect blend of timeless charm, modern comfort, and tranquil country living.

5556 Merry Oaks Road, The Plains

Listing courtesy of Corcoran McEnearney. Contact:

Selling Office: .

$870,000

In the heart of Virginia’s legendary horse country — where rolling pastures, stone walls, and equestrian estates define the landscape this farmhouse, built in 1905, presents a rare opportunity to own a property defined by character, creativity, and quiet sophistication. Set on just under half an acre in the charming village of The Plains, this distinctive residence immediately captures attention with its iconic red roof and inviting presence. Thoughtfully positioned to offer both privacy and connection to town, the home balances refined comfort with artistic spirit — all within minutes of the historic village of MIDDLEBURG, renowned for its boutique shopping, fine dining, wineries, and equestrian heritage. Inside, warm natural light fills the living spaces, highlighting a layout designed for both everyday ease and intimate gatherings. The three-bedroom, two-bath configuration provides comfortable accommodations, while the home’s inviting flow creates an atmosphere that feels both welcoming and intentional. What truly sets this property apart is its inspired versatility. A detached ART BARN offers a remarkable extension of the home — an ideal studio, gallery, workshop, or private retreat. Whether pursuing creative passions or envisioning a bespoke workspace, this structure provides exceptional flexibility rarely found in village properties. Above the garage, a finished bonus suite with a full bath creates additional private living space. Perfect for guests, a home office, or a secluded sanctuary, it enhances the property’s adaptability and appeal. Outdoors, the grounds offer a peaceful setting for garden gatherings, quiet mornings with coffee, or evenings beneath Virginia skies. Surrounded by the timeless beauty of hunt country, the setting reflects the elegance and serenity that define this treasured region. The manageable acreage allows for enjoyment without excess maintenance, a true lock-and-leave horse country lifestyle. Located moments from The Plains’ charming shops and dining, and just a short drive to Middleburg, Marshall, and major commuter routes, this property offers both retreat and accessibility. ✨ Extensive Updates & Improvements This home has been thoughtfully upgraded inside and out with major improvements already completed for you. Highlights include a **NEW ROOF AND SIDING RESTORATION (2020)**, ** KITCHEN RENOVATION (2019)**, and a beautifully **FINISHED SPACE ABOVE THE GARAGE (2023)**. **REFINISHED HARDWOOD FLOORS**, **FRESHLY PAINTED INTERIOR (2026)**. Additional upgrades include the **ART BARN ROOF (2020)**, **GARAGE FULL BATHROOM (2025)**, **GUTTER INSTALLATION ON GARAGE (2025)** Enjoy modern comforts like **TANKLESS HOT WATER HEATER in both the home and garage**, a **GARAGE MINI SPLIT SYSTEM**, and thoughtful exterior improvements, including the **NEW FRONT WALKWAY AND STONE WALL (2018)**. and a PATIO INSTALLATION (2023)** A home that blends character with smart, proactive updates — move in with confidence.

3 Beds ⋅ 2 Baths

In the heart of Virginia’s legendary horse country — where rolling pastures, stone walls, and equestrian estates define the landscape this farmhouse, built in 1905, presents a rare opportunity to own a property defined by character, creativity, and quiet sophistication. Set on just under half an acre in the charming village of The Plains, this distinctive residence immediately captures attention with its iconic red roof and inviting presence. Thoughtfully positioned to offer both privacy and connection to town, the home balances refined comfort with artistic spirit — all within minutes of the historic village of MIDDLEBURG, renowned for its boutique shopping, fine dining, wineries, and equestrian heritage. Inside, warm natural light fills the living spaces, highlighting a layout designed for both everyday ease and intimate gatherings. The three-bedroom, two-bath configuration provides comfortable accommodations, while the home’s inviting flow creates an atmosphere that feels both welcoming and intentional. What truly sets this property apart is its inspired versatility. A detached ART BARN offers a remarkable extension of the home — an ideal studio, gallery, workshop, or private retreat. Whether pursuing creative passions or envisioning a bespoke workspace, this structure provides exceptional flexibility rarely found in village properties. Above the garage, a finished bonus suite with a full bath creates additional private living space. Perfect for guests, a home office, or a secluded sanctuary, it enhances the property’s adaptability and appeal. Outdoors, the grounds offer a peaceful setting for garden gatherings, quiet mornings with coffee, or evenings beneath Virginia skies. Surrounded by the timeless beauty of hunt country, the setting reflects the elegance and serenity that define this treasured region. The manageable acreage allows for enjoyment without excess maintenance, a true lock-and-leave horse country lifestyle. Located moments from The Plains’ charming shops and dining, and just a short drive to Middleburg, Marshall, and major commuter routes, this property offers both retreat and accessibility. ✨ Extensive Updates & Improvements This home has been thoughtfully upgraded inside and out with major improvements already completed for you. Highlights include a **NEW ROOF AND SIDING RESTORATION (2020)**, ** KITCHEN RENOVATION (2019)**, and a beautifully **FINISHED SPACE ABOVE THE GARAGE (2023)**. **REFINISHED HARDWOOD FLOORS**, **FRESHLY PAINTED INTERIOR (2026)**. Additional upgrades include the **ART BARN ROOF (2020)**, **GARAGE FULL BATHROOM (2025)**, **GUTTER INSTALLATION ON GARAGE (2025)** Enjoy modern comforts like **TANKLESS HOT WATER HEATER in both the home and garage**, a **GARAGE MINI SPLIT SYSTEM**, and thoughtful exterior improvements, including the **NEW FRONT WALKWAY AND STONE WALL (2018)**. and a PATIO INSTALLATION (2023)** A home that blends character with smart, proactive updates — move in with confidence.

6342 Hopewell Road, The Plains

Listing courtesy of Realty ONE Group Capital. Contact:

Selling Office: .

$765,000

Welcome to the Acorn House—an exceptional brick ranch offering refined living on nearly an acre in a prime location. Thoughtfully updated, this 4BR/3BA residence blends timeless character with modern comfort. A welcoming front porch opens to a light-filled, open-concept interior. The gourmet kitchen features custom cabinetry, stainless steel appliances, granite countertops, glass tile backsplash, and an island with seating and designer pendant lighting. Slate flooring adds sophistication, while hardwoods extend throughout the main living areas. The spacious dining room is ideal for entertaining, and the living room centers around a classic brick fireplace with wood stove insert. A light-drenched sunroom with tile flooring and beadboard ceiling offers a serene extension of the living space. The expanded primary suite showcases a beautifully appointed en suite bath, highlighted by a custom barn door crafted from reclaimed Pennsylvania barn wood. Two additional bedrooms, a full bath, and main-level laundry complete the floor. The finished lower level provides exceptional versatility with a kitchenette, bedroom, full bath, laundry area, and spacious recreation area—perfect for a private guest suite, in-law quarters, or income potential. Outdoor living is unparalleled. The backyard is a true retreat, featuring an in-ground pool. Enjoy evenings by the firepit or entertain with ease across multiple outdoor living areas. A detached 2-car garage with an oversized cedar closet add both function and convenience. A rare offering combining elegance, flexibility, and resort-style amenities.

4 Beds ⋅ 3 Baths

Welcome to the Acorn House—an exceptional brick ranch offering refined living on nearly an acre in a prime location. Thoughtfully updated, this 4BR/3BA residence blends timeless character with modern comfort. A welcoming front porch opens to a light-filled, open-concept interior. The gourmet kitchen features custom cabinetry, stainless steel appliances, granite countertops, glass tile backsplash, and an island with seating and designer pendant lighting. Slate flooring adds sophistication, while hardwoods extend throughout the main living areas. The spacious dining room is ideal for entertaining, and the living room centers around a classic brick fireplace with wood stove insert. A light-drenched sunroom with tile flooring and beadboard ceiling offers a serene extension of the living space. The expanded primary suite showcases a beautifully appointed en suite bath, highlighted by a custom barn door crafted from reclaimed Pennsylvania barn wood. Two additional bedrooms, a full bath, and main-level laundry complete the floor. The finished lower level provides exceptional versatility with a kitchenette, bedroom, full bath, laundry area, and spacious recreation area—perfect for a private guest suite, in-law quarters, or income potential. Outdoor living is unparalleled. The backyard is a true retreat, featuring an in-ground pool. Enjoy evenings by the firepit or entertain with ease across multiple outdoor living areas. A detached 2-car garage with an oversized cedar closet add both function and convenience. A rare offering combining elegance, flexibility, and resort-style amenities.

5291 Merry Oaks Road, The Plains

Listing courtesy of Metro Premier Homes. Contact:

Selling Office: .

$420,000

AMAZING LOCATION - Take this property and make it your private get away. Only 5 minutes to Middleburg, 10 minutes to Rt 66 and backs to 100's of acers of wooded land - never to be developed. Being sold "AS IS". For serious pre-approved buyers we have the full set of county approved professional architect plans to remodel this home, you get to choose the look and finishes. This property is great for investors, first time home owners or someone who wants to add the sweat equity to live in hunt country inexpensively.

2 Beds ⋅ 1 Baths

AMAZING LOCATION - Take this property and make it your private get away. Only 5 minutes to Middleburg, 10 minutes to Rt 66 and backs to 100's of acers of wooded land - never to be developed. Being sold "AS IS". For serious pre-approved buyers we have the full set of county approved professional architect plans to remodel this home, you get to choose the look and finishes. This property is great for investors, first time home owners or someone who wants to add the sweat equity to live in hunt country inexpensively.

6040 Coon Tree Road, The Plains

Listing courtesy of Your Home Sold Guaranteed Realty - East LLC. Contact:

Selling Office: .

$399,000

Retreat to an updated historic home in The Plains, a town that speaks more of a village with peaceful times. Nestled in a small enclave of historic homes in the center of town, you are within walking distance of restaurants, art galleries, a café, a tea house, the post office, antique shops and churches, as well as quick access to I-66. Escape to the serenity of this 2-bedroom 1.5 bath, 897 sq. ft. Farm Style home. Relax on the 28-foot covered front porch and view the horses from a neighboring farm or sit in the sun of an open rear Trex deck, to enjoy the privacy of the backyard. Heart of pine floors and exposed beams in the living room ceiling, welcome you. An eat-in kitchen includes stainless steel appliances, along with an enclosed stackable LG washer and dryer and heat pump added in 2014. A French door refrigerator/freezer as an update in 2023, brings a modern touch. Don't miss the soft close cabinets and drawers with a long granite countertop and a window over the sink overlooking a neighboring field. Cased, double hung windows spread light throughout the home. Catch the mountain views from the master bedroom window. Or better yet, grab a moment to view this cozy and inviting home in The Plains. Tax record updated to reflect 2026 taxes. Also, does not reflect 1 full bath, 1 half bath. Floorplan, house renovations and Improvements in the documents section. Deck added, in place of back porch.

2 Beds ⋅ 2 Baths

Retreat to an updated historic home in The Plains, a town that speaks more of a village with peaceful times. Nestled in a small enclave of historic homes in the center of town, you are within walking distance of restaurants, art galleries, a café, a tea house, the post office, antique shops and churches, as well as quick access to I-66. Escape to the serenity of this 2-bedroom 1.5 bath, 897 sq. ft. Farm Style home. Relax on the 28-foot covered front porch and view the horses from a neighboring farm or sit in the sun of an open rear Trex deck, to enjoy the privacy of the backyard. Heart of pine floors and exposed beams in the living room ceiling, welcome you. An eat-in kitchen includes stainless steel appliances, along with an enclosed stackable LG washer and dryer and heat pump added in 2014. A French door refrigerator/freezer as an update in 2023, brings a modern touch. Don't miss the soft close cabinets and drawers with a long granite countertop and a window over the sink overlooking a neighboring field. Cased, double hung windows spread light throughout the home. Catch the mountain views from the master bedroom window. Or better yet, grab a moment to view this cozy and inviting home in The Plains. Tax record updated to reflect 2026 taxes. Also, does not reflect 1 full bath, 1 half bath. Floorplan, house renovations and Improvements in the documents section. Deck added, in place of back porch.

4209 Pickett Street, The Plains

Listing courtesy of Pearson Smith Realty, LLC. Contact:

Selling Office: .

$290,000

Rare offering in a highly desirable location. Beautiful 2-acre cleared building site with hard road frontage directly across from Great Meadow. Elevated hilltop setting captures mountain views, western water views, and open vistas overlooking Great Meadow. Approved 3-bedroom perc site provides a strong foundation for your custom home plans. The lot offers an ideal combination of usable open space, scenic surroundings, and privacy. (Please note owners only applied for a 3 bedroom perc site. It is possible it could be more.) Excellent location with convenient access to The Plains, Marshall, Warrenton, and Interstate 66 — making commuting and daily amenities easily accessible while enjoying a peaceful country setting. Property has been in the same family for generations. A solid opportunity in a prime Fauquier County location.

Old Tavern Road, The Plains

Listing courtesy of Sheridan-MacMahon Ltd.. Contact:

Selling Office: .